三七茎叶皂苷的化学转化及靶向制备,Journal of Ginseng Research

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三七茎叶皂苷的化学转化及靶向制备
Journal of Ginseng Research ( IF 6.8 ) Pub Date : 2018-07-01 , DOI: 10.1016/j.jgr.2016.08.009
Ru-Feng Wang _{1,

2} , Juan Li _{1,

2} , Hai-Jun Hu _{1,

2} , Jia Li _{1,

2} , Ying-Bo Yang ₁ , Li Yang ₁ , Zheng-Tao Wang _{1,

2}

Affiliation

背景三七皂甙 Ft1 因其积极的药理活性而成为心血管和癌症疾病治疗的潜在候选药物。然而，利用报道的方法，Ft1 的产率超低。本文采用酸水解策略获得稀有的三七皂甙 Ft1。方法通过超高效液相色谱结合四倍飞行时间和电喷雾电离质谱（UPLC-Q/TOF-ESI-MS）鉴定化学特征。采用超高效液相色谱-串联质谱联用（UHPLC-MS/MS）监测酸水解化学成分的动态变化和皂苷可能的转化途径。结果与结论三七皂苷 Ft1 由三七皂苷 ST4 差向异构化而成，三七皂苷 Fa 和 Fc 的 C-20 碳水化合物侧链和长春藤皂苷 R7 裂解生成，在 C-25 羟基化或 C-3 碳水化合物侧链水解进一步转化为其他化合物酸性条件。在C-25和25%的乙酸浓度下，高温有助于羟基化反应，有利于三七皂苷Ft1的制备。三七皂苷Ft1和ST4的C-20差向异构体利用乙酸溶液的溶剂法成功分离。三七皂苷Ft1的理论制剂收率约为1.8%，有利于进一步研究其生物活性和临床应用。并在酸性条件下通过C-25羟基化或C-3碳水化合物侧链水解进一步转化为其他化合物。在C-25和25%的乙酸浓度下，高温有助于羟基化反应，有利于三七皂苷Ft1的制备。三七皂苷Ft1和ST4的C-20差向异构体利用乙酸溶液的溶剂法成功分离。三七皂苷Ft1的理论制剂收率约为1.8%，有利于进一步研究其生物活性和临床应用。并在酸性条件下通过C-25羟基化或C-3碳水化合物侧链水解进一步转化为其他化合物。在C-25和25%的乙酸浓度下，高温有助于羟基化反应，有利于三七皂苷Ft1的制备。三七皂苷Ft1和ST4的C-20差向异构体利用乙酸溶液的溶剂法成功分离。三七皂苷Ft1的理论制剂收率约为1.8%，有利于进一步研究其生物活性和临床应用。三七皂苷Ft1和ST4的C-20差向异构体利用乙酸溶液的溶剂法成功分离。三七皂苷Ft1的理论制剂收率约为1.8%，有利于进一步研究其生物活性和临床应用。三七皂苷Ft1和ST4的C-20差向异构体利用乙酸溶液的溶剂法成功分离。三七皂苷Ft1的理论制剂收率约为1.8%，有利于进一步研究其生物活性和临床应用。

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Chemical transformation and target preparation of saponins in stems and leaves of Panax notoginseng

Background Notoginsenoside Ft1 is a promising potential candidate for cardiovascular and cancer disease therapy owing to its positive pharmacological activities. However, the yield of Ft1 is ultralow utilizing reported methods. Herein, an acid hydrolyzing strategy was implemented in the acquirement of rare notoginsenoside Ft1. Methods Chemical profiles were identified by ultraperformance liquid chromatography coupled with quadruple-time-of-flight and electrospray ionization mass spectrometry (UPLC-Q/TOF-ESI-MS). The acid hydrolyzing dynamic changes of chemical compositions and the possible transformation pathways of saponins were monitored by ultrahigh-performance LC coupled with tandem MS (UHPLC-MS/MS). Results and conclusion Notoginsenoside Ft1 was epimerized from notoginsenoside ST4, which was generated through cleaving the carbohydrate side chains at C-20 of notoginsenosides Fa and Fc, and vina-ginsenoside R7, and further converted to other compounds via hydroxylation at C-25 or hydrolysis of the carbohydrate side chains at C-3 under the acid conditions. High temperature contributed to the hydroxylation reaction at C-25 and 25% acetic acid concentration was conducive to the preparation of notoginsenoside Ft1. C-20 epimers of notoginsenoside Ft1 and ST4 were successfully separated utilizing solvent method of acetic acid solution. The theoretical preparation yield rate of notoginsenoside Ft1 was about 1.8%, which would be beneficial to further study on its bioactivities and clinical application.

更新日期：2018-07-01

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